10 Stupid Questions You Should Never Ask On A First Date

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Ever been on a date where everything felt fine, but then she ghosted you? Odds are, you said something that killed the vibe. Most guys don’t even realize when they do it.

I’ve coached thousands of men through this exact mess. The truth is, women accept guys for being nervous or awkward. They reject guys who ask the wrong questions—questions that make them feel weird, bored, or turned off.

Let’s fix that. Here are 10 stupid questions you should never ask a woman if you want to keep attraction alive.

1. “So… what are you looking for?”
Translation: “Are you going to hurt me or date me forever?” This screams insecurity. She doesn’t even know if she likes you yet.

What to do instead: Focus on being the type of guy she wants—fun, confident, and engaging. Let her bring up relationship talk when she’s ready.

2. “Do you think I’m your type?”
This is fishing for compliments. It’s like asking your boss if they think you deserve a raise… in the middle of your first week.

What to do instead: Assume you’re the type. Act like she already finds you attractive.

3. “Why are you still single?”
Backhanded compliment. It sounds like, “Something must be wrong with you.”

What to do instead: Make her feel chosen. Say, “I’m surprised someone like you is single… works out great for me.”

4. “Do you like bad boys or nice guys?”
This tells her you’re neither. You’re trying to fit into a box instead of being your own man.

What to do instead: Be bold. Lead the conversation. She wants a guy who doesn’t ask what to be—he just is.

5. “Wanna hang out sometime?”
Too vague. Too soft. You’re not asking her out, you’re giving her an escape.

What to do instead: Be specific. “Let’s grab drinks Friday night. You’re fun to talk to.”

6. “Can I kiss you?”
This isn’t a permission slip. If the moment’s right, you’ll both know. If you ask, you kill the spark.

What to do instead: Read her body language. Lean in slowly. Let her close the gap if she’s into it.

7. “Are you talking to other guys?”
This screams jealousy and low value. If you have to ask, you have already lost.

What to do instead: Be the guy she wants to drop others for. Focus on your game.

8. “What do you do for fun?”
Boring. Generic. She’s heard it a thousand times.

What to do instead: Be playful. “So, what’s your guilty pleasure on a lazy Sunday? Don’t say spreadsheets.”

9. “How many guys have you been with?”
Creepy. Invasive. Irrelevant. This only makes her feel judged.

What to do instead: Focus on how she treats you now. That’s what matters.

10. “Do you like me?”
If you have to ask, the answer is probably no. Attraction isn’t built through begging. It’s built through vibe.

What to do instead: Keep the energy fun and flirty. Make her laugh. Build tension. Let her chase you.

The Bottom Line:
You don’t need lines. You need awareness. Most guys lose a woman’s interest not because they’re boring, but because they act needy or unsure.

If you want to guarantee that you never ask these vibe-killing questions again, I highly recommend checking out this video, which will help you up your game. It’s the system I give my clients to spark real attraction fast—using the exact words and moves that work.

Also, check out these posts to sharpen your game:

Make smart moves. Be bold. And stop asking stupid questions.

To your success,

Rickard